Title:  Theatre District Vacation Packages & Trips 2025 from $380 | Expedia.ca

  

[Theatre District Travel Guide](https://expedia.ca/Boston-Theatre-District.dx800017)[Hotels in Theatre District](https://expedia.ca/Theatre-District-Boston-Hotels.0-n800017-0.Travel-Guide-Filter-Hotels)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Theatre District Car Rentals](https://expedia.ca/Car-Rentals-In-Theatre-District.d800017.Car-Rental-Guide)

![](https://images.trvl-media.com/place/800017/c32a8ef9-dfe3-4b81-825a-188cb0fd1951.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Theatre District Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

-   ## 
    
    Plan, book, travel with confidence
    

### 

Better together

Save up to CA $1,096 when you book a flight and hotel together\*

### 

Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

### 

Rest easy

Plan, book, and manage your trip all in one place

## Top Holiday Package Deals in Theatre District

Price found within the past 48 hours. Click for updated prices.

![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/d4a5b47e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Boston Park Plaza

Bay Village

CA $879

per person

Dec 16 - Dec 23

just found

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8.4/10 Very Good! (3,154 reviews)

Clean room and easily walkable to many locations. Would stay again

Reviewed on Sep 23, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-16/2025-12-23/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4215&paandie=true&dealMarker=TLeCrVfpSJxzLfqWl9uasaDQ3NKIf7pgzxD8gpFFTw3b576p_quN8S7LtISly-ha)

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/76d84630_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $2,223

per person

Dec 16 - Dec 23

just found

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (160 reviews)

Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!

Reviewed on Sep 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-16/2025-12-23/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=TLeCrVfpSJxzLfqWl9uasZXRKQgtV7r61eHF9Qa4bxG7-qM2BToW5D7eVk6Kus3Z)

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $2,016

per person

Dec 16 - Dec 23

just found

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

The view is great Restaurant is superb

Reviewed on Sep 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-16/2025-12-23/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26146&paandie=true&dealMarker=TLeCrVfpSJxzLfqWl9uasZXRKQgtV7r61eHF9Qa4bxFdDVAIWYwm-oCTX0THLzDS)

![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Revolution Hotel

South End

CA $981

per person

Dec 16 - Dec 23

just found

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9/10 Wonderful! (2,149 reviews)

Cute hotel! I loved my room!

Reviewed on Sep 22, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-16/2025-12-23/?FromAirport=YTO&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=30080227&paandie=true&dealMarker=TLeCrVfpSJxzLfqWl9uasaDQ3NKIf7pgzxD8gpFFTw2G9aq9y0q34J9mH-AtrX1A)

![Mandarin Oriental, Boston](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/dcac42e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mandarin Oriental, Boston

Back Bay

CA $1,563

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.4/10 Exceptional! (365 reviews)

The property wasn’t at the level we expected of the Mandarin Oriental, however the location was good and walkable to Bay Bay restaurants and shopping.

Reviewed on Aug 4, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-16/?FromAirport=YYZ&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2175117&paandie=true&dealMarker=uLp4eQAldKD3wd2P3KQpkvZ-LDFDFPKpUaU8H4o3h5Sm7L_X3KTRXY5sF7PA_tIx)

## Where to stay in Theatre District

Find the best Theatre District areas and neighborhoods for the activities you enjoy most. [Learn more about Theatre District](https://expedia.ca/Boston-Theatre-District.dx800017)

![Downtown Boston showing a city and night scenes as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238255-Downtown-Boston.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Boston

4.5/5(193 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

[Find hotel + flight trips in Downtown Boston](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Boston&DestID=6340396&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Back Bay featuring a city, heritage architecture and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/151000/151657-Back-Bay.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Back Bay

1 out of top 10 points of interest in this area

4.5/5(271 area reviews)

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

[Find hotel + flight trips in Back Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Back%20Bay&DestID=800016&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Seaport District featuring a high-rise building, a river or creek and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/151000/151908-South-Boston-Waterfront.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Seaport District

4.5/5(64 area reviews)

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

[Find hotel + flight trips in Seaport District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Seaport%20District&DestID=6146535&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Beacon Hill which includes landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21013-Beacon-Hill.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Beacon Hill

1 out of top 10 points of interest in this area

5/5(1 area review)

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

[Find hotel + flight trips in Beacon Hill](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Beacon%20Hill&DestID=77649&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/476000/476293-North-End-Boston.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### North End

1 out of top 10 points of interest in this area

4.5/5(18 area reviews)

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

[Find hotel + flight trips in North End](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20End&DestID=6146485&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Theatre District Hotel Deals

![Found Hotel Boston Common](https://images.trvl-media.com/lodging/1000000/20000/15800/15746/8f309a43_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Found Hotel Boston Common

78 Charles Street South, Boston, MA

Fully refundableReserve now, pay when you stay

CA $314

CA $366 total

Oct 19 - Oct 20

includes taxes & fees

8.2/10 Very Good! (1,230 reviews)

"Room was very small with no space for clothing/suitcases. The bed was almost on the floor !! However, we enjoyed our stay, the staff, and its location."

Reviewed on Sep 21, 2025

[](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=15746&PinnedHotelID=15746&HadPinnedHotel=true&regionId=800017)

![HI Boston - Hostel](https://images.trvl-media.com/lodging/11000000/10060000/10057500/10057467/cab83367_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

HI Boston - Hostel

19 Stuart Street, Boston, MA

CA $351

CA $409 total

Oct 13 - Oct 14

includes taxes & fees

8.8/10 Excellent! (1,011 reviews)

"Could use heat"

Reviewed on Sep 22, 2025

[](https://expedia.ca/Hotel-Search?startDate=13%2F10%2F2025&endDate=14%2F10%2F2025&selected=10057467&PinnedHotelID=10057467&HadPinnedHotel=true&regionId=800017)

![Courtyard by Marriott Boston Downtown](https://images.trvl-media.com/lodging/1000000/10000/4900/4849/c81451f0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Courtyard by Marriott Boston Downtown

275 Tremont St, Boston, MA

CA $317

CA $369 total

Sep 28 - Sep 29

includes taxes & fees

8.6/10 Excellent! (1,009 reviews)

"Disappointed. There was no refrigerator in my room."

Reviewed on Sep 22, 2025

[](https://expedia.ca/Hotel-Search?startDate=28%2F09%2F2025&endDate=29%2F09%2F2025&selected=4849&PinnedHotelID=4849&HadPinnedHotel=true&regionId=800017)

[See all 3,740 properties in Theatre District](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F09%2F2025&endDate=26%2F09%2F2025&regionId=800017)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Theatre District vacation package cost?

> Perhaps much less than you think — from a low CA $879, actually! By combining flights, hotels and car rentals into your own custom-made vacation package, your trip to Theatre District is just a few clicks away.

### How do I get a cheap travel package to Theatre District?

> Our Theatre District vacation packages mean plenty of savings for the savvy explorer. For the best deals, simply combine your flights, hotels and extras (including tours) into a handy package. But great bargains are just the beginning of your next unforgettable adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 hotel options around the world to choose from. Whatever your style or budget, there's a package to suit you.

### Where should I stay in Theatre District?

> Visitors come from all over the world to see Fenway Park and TD Garden in Theatre District. Book a hotel within a stone's throw of these fantastic attractions and visit them whenever you please.

### What are the top hotels in Theatre District?

> Reserve a room at [Warr18 - 1/1 · Simple 1bedroom Steps To Boston Common And South End](https://www.expedia.ca/Boston-Hotels-Warr18-11-Simple-1BR-Steps-To-Boston-Common-And-South-End.h67319773.Hotel-Information). It's one of this area's most popular hotels. Another top option in Theatre District is [Moxy Boston Downtown, a Marriott Hotel](https://www.expedia.ca/Boston-Hotels-Moxy-Boston-Downtown.h38766175.Hotel-Information).

### How far in advance should I book my Theatre District vacation?

> It all depends on the air carrier, but you can generally browse through international flights on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky customers occasionally find a cheaper ticket only weeks before the date of departure.

### What does an Expedia Theatre District travel package include?

> Packages include flights, rental cars and hotels, but you can combine any of them to create your ideal Theatre District getaway. You can also add on activities and experiences once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.

### What should I know before booking a Theatre District travel package?

> A travel package can be cheaper than separately booking all you need for your escape. For example, bundle your hotels, flights and rental cars and save a packet. No matter your vacation plans, you'll find a package that best suits your budget.

### Can I choose my airline with a Theatre District Expedia vacation package?

> Expedia has access to more than 550 partner airlines globally, so you definitely can. Just choose the carrier you want and create the perfect Theatre District getaway.

### If I'm not able to travel, can I cancel my Theatre District vacation package?

> You sure can, and we're here to help. You may be able to cancel or amend your Theatre District vacation package for free within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If life throws you a curveball, browse our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) for further information.

### Discover the most popular places to visit in Theatre District

![Boston Opera House](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/476000/476064-Boston-Opera-House.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston Opera House

Admire the old-world craftsmanship of this vaudeville-era reconstruction while you enjoy a performance in opera, theater or dance.

[](https://expedia.ca/Boston-Opera-House-Downtown-Boston.d6070029.Vacation-Attraction)

### Things to do

![Boston Guided Brewery Tour with Tastings & Lunch or Dinner](https://mediaim.expedia.com/localexpert/1349573/37b571cf-7994-4467-9d93-ef765380ce97.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Signature Boston Guided Brewery Tour with snack

CA $164

per adult

**80%** of travellers recommend

[](https://expedia.ca/things-to-do/signature-boston-guided-brewery-tour-with-snack.a1349573.activity-details)

![Boston: Guided Craft Brewery Tour with a Snack](https://mediaim.expedia.com/localexpert/4844740/90cc8422-2ae1-47f4-a7f4-7b2a127efd9f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston: Guided Craft Brewery Tour with a Snack

CA $144

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/boston-guided-craft-brewery-tour-with-a-snack.a4844740.activity-details)

![Massachusetts Self-Guided Driving and Walking Tours Bundle](https://mediaim.expedia.com/localexpert/5280486/e51020c2-3f21-4b6a-ae0a-93b340f5a0f4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Massachusetts: Smartphone-Based Audio Tour Bundle

CA $69

per traveller

[](https://expedia.ca/things-to-do/massachusetts-smartphone-based-audio-tour-bundle.a5280486.activity-details)

[See all activities in Boston](https://expedia.ca/things-to-do/search?rid=800017)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.